We bought a new 2017 Cherokee Overland edition (not Grand Cherokee) a few months ago (it had been sitting on a dealer lot for a year, so we were able to buy it at a great price) with the intention of setting it up as a TOAD after my wife's car was totaled in an accident earlier this year. We have not made it around to doing all of the towing modification yet, so I can't comment on that aspect of the Cherokee, though can say we intend to get the TSB anti wobble switch kit installed by a dealer. What I can say is after a few months of use that we do like the Cherokee, it performs well, and the various bells and whistles on the Overland seem to work (active cruise control, lane centering, obstacle detection...). Having said all that it may not be the best option for someone with mobility issues, depending on exactly what those issues are as I find it somewhat more difficult than I initially expected getting in and out, particularly on the passenger side. It is hard to describe, but has to do with how deep the seat is, along with the relatively placement of the B pillar, it somewhat seems that the doorway is too far forward, and that he door frame gets in the way, particularly when the seat is pushed back for a taller person.
Ike
p.s. if you do get the Cherokee Overland be aware that Jeep offers a 1 owner / non transferable lifetime "Maximum Care" extended warranty on the Cherokee which can be bought for about $2,400. Now I am not usually an extended warranty kind of guy, but given that we tend to keep cars for at least 7 or 8 years, and may likely keep this one to be used as a dedicated TOAD even when my wife gets a new car it seemed like something to consider.
The reason I feel this extended warranty is probably a deal is due to all the bells and whistles on the Overland which are covered at the Maximum Care level. Also Jeep prices all of their extended warranties for the Cherokee the same, meaning the cost of the Maximum care warranty is the same on a base 2WD Latitude with an MSRP of $24,000 as it is on an 4x4 V6 Overland with an MSRP of $48,000.